Detailed information for compound 267202

Basic information

Technical information
  • TDR Targets ID: 267202
  • Name: N-butyl-N-pyridin-4-ylindol-1-amine
  • MW: 265.353 | Formula: C17H19N3
  • H donors: 0 H acceptors: 1 LogP: 4.29 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCN(n1ccc2c1cccc2)c1ccncc1
  • InChi: 1S/C17H19N3/c1-2-3-13-19(16-8-11-18-12-9-16)20-14-10-15-6-4-5-7-17(15)20/h4-12,14H,2-3,13H2,1H3
  • InChiKey: OSRPQIAWURAKDF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-butyl-N-(4-pyridyl)indol-1-amine
  • N-butyl-N-(4-pyridyl)-1-indolamine
  • N-butyl-N-pyridin-4-yl-indol-1-amine
  • butyl-indol-1-yl-(4-pyridyl)amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Adrenergic receptor alpha-2 Starlite/ChEMBL References
Homo sapiens solute carrier family 6 (neurotransmitter transporter), member 2 Starlite/ChEMBL References
Rattus norvegicus Muscarinic acetylcholine receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Treponema pallidum sodium- and chloride- dependent transporter Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) norepinephrine transporter Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus granulosus serotonin transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum IPR000175,Sodium:neurotransmitter symporter,domain-containing Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum ko:K05336 solute carrier family 6 (neurotransmitter transporter), invertebrate, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent noradrenaline transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma mansoni sodium/chloride dependent transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma mansoni norepinephrine/norepinephrine transporter Get druggable targets OG5_128364 All targets in OG5_128364
Onchocerca volvulus Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Brugia malayi Sodium:neurotransmitter symporter family protein Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) solute carrier family 6 member 4 Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) serotonin transporter b Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus multilocularis serotonin transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus alpha 1A adrenergic receptor Muscarinic acetylcholine receptor   466 aa 459 aa 20.0 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor   466 aa 484 aa 24.4 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Muscarinic acetylcholine receptor   466 aa 461 aa 26.0 %
Schistosoma japonicum Octopamine receptor 1, putative Muscarinic acetylcholine receptor   466 aa 412 aa 22.6 %
Echinococcus multilocularis neuropeptides capa receptor Adrenergic receptor alpha-2   450 aa 486 aa 20.6 %
Onchocerca volvulus Muscarinic acetylcholine receptor   466 aa 472 aa 24.6 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Muscarinic acetylcholine receptor   466 aa 493 aa 34.7 %
Schistosoma japonicum Octopamine receptor, putative Muscarinic acetylcholine receptor   466 aa 462 aa 26.8 %
Loa Loa (eye worm) TYRA-2 protein Muscarinic acetylcholine receptor   466 aa 497 aa 24.7 %
Schistosoma mansoni biogenic amine (5HT) receptor Adrenergic receptor alpha-2   450 aa 433 aa 27.9 %
Echinococcus granulosus g protein coupled receptor Muscarinic acetylcholine receptor   466 aa 480 aa 18.5 %
Schistosoma mansoni growth hormone secretagogue receptor Muscarinic acetylcholine receptor   466 aa 462 aa 19.9 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor   466 aa 463 aa 24.2 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Muscarinic acetylcholine receptor   466 aa 461 aa 23.9 %
Echinococcus granulosus biogenic amine 5HT receptor Adrenergic receptor alpha-2   450 aa 423 aa 31.7 %
Echinococcus multilocularis fmrfamide receptor Adrenergic receptor alpha-2   450 aa 366 aa 19.9 %
Onchocerca volvulus Adrenergic receptor alpha-2   450 aa 420 aa 19.8 %
Schistosoma mansoni amine GPCR Adrenergic receptor alpha-2   450 aa 439 aa 29.2 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Muscarinic acetylcholine receptor   466 aa 510 aa 29.8 %
Echinococcus multilocularis alpha 1A adrenergic receptor Muscarinic acetylcholine receptor   466 aa 459 aa 21.1 %
Echinococcus multilocularis serotonin receptor Adrenergic receptor alpha-2   450 aa 426 aa 31.9 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Adrenergic receptor alpha-2   450 aa 378 aa 20.9 %
Brugia malayi Sodium:neurotransmitter symporter family protein solute carrier family 6 (neurotransmitter transporter), member 2 617 aa 638 aa 32.5 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Muscarinic acetylcholine receptor   466 aa 505 aa 26.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis acetylcholinesterase 0.2494 1 1
Onchocerca volvulus 0.0421 0.1308 1
Schistosoma mansoni gliotactin 0.0421 0.1308 0.1308
Brugia malayi hypothetical protein 0.0421 0.1308 0.1308
Brugia malayi Carboxylesterase family protein 0.2494 1 1
Loa Loa (eye worm) hypothetical protein 0.2494 1 1
Echinococcus granulosus carboxylesterase 5A 0.2494 1 1
Mycobacterium ulcerans carboxylesterase, LipT 0.0421 0.1308 0.5
Echinococcus multilocularis carboxylesterase 5A 0.2494 1 1
Trichomonas vaginalis spcc417.12 protein, putative 0.0421 0.1308 0.5
Loa Loa (eye worm) hypothetical protein 0.0421 0.1308 0.1308
Onchocerca volvulus 0.0421 0.1308 1
Brugia malayi Carboxylesterase family protein 0.0421 0.1308 0.1308
Loa Loa (eye worm) carboxylesterase 0.0421 0.1308 0.1308
Echinococcus granulosus BC026374 protein S09 family 0.0421 0.1308 0.1308
Loa Loa (eye worm) acetylcholinesterase 1 0.2494 1 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0421 0.1308 0.5
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0421 0.1308 0.5
Brugia malayi Carboxylesterase family protein 0.0421 0.1308 0.1308
Loa Loa (eye worm) carboxylesterase 0.2494 1 1
Loa Loa (eye worm) hypothetical protein 0.0421 0.1308 0.1308
Schistosoma mansoni neuroligin 3 (S09 family) 0.0421 0.1308 0.1308
Echinococcus granulosus acetylcholinesterase 0.2494 1 1
Loa Loa (eye worm) hypothetical protein 0.0421 0.1308 0.1308
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0421 0.1308 0.1308
Echinococcus multilocularis neuroligin 0.0421 0.1308 0.1308
Loa Loa (eye worm) hypothetical protein 0.0421 0.1308 0.1308
Loa Loa (eye worm) hypothetical protein 0.0421 0.1308 0.1308
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0421 0.1308 0.5
Treponema pallidum sodium- and chloride- dependent transporter 0.0109 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0421 0.1308 0.1308
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0421 0.1308 0.1308
Mycobacterium tuberculosis Carboxylesterase LipT 0.0421 0.1308 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0421 0.1308 0.1308
Loa Loa (eye worm) hypothetical protein 0.2494 1 1
Echinococcus multilocularis para nitrobenzyl esterase 0.0421 0.1308 0.1308
Echinococcus multilocularis acetylcholinesterase 0.2494 1 1
Onchocerca volvulus 0.0421 0.1308 1
Schistosoma mansoni acetylcholinesterase 0.0421 0.1308 0.1308
Echinococcus granulosus para nitrobenzyl esterase 0.0421 0.1308 0.1308
Onchocerca volvulus 0.0421 0.1308 1
Schistosoma mansoni BC026374 protein (S09 family) 0.0421 0.1308 0.1308
Loa Loa (eye worm) carboxylesterase 0.0421 0.1308 0.1308
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0421 0.1308 0.1308
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0421 0.1308 0.1308
Onchocerca volvulus 0.0421 0.1308 1
Brugia malayi Carboxylesterase family protein 0.0421 0.1308 0.1308
Brugia malayi Carboxylesterase family protein 0.0421 0.1308 0.1308
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.2494 1 1
Echinococcus granulosus acetylcholinesterase 0.2494 1 1
Echinococcus multilocularis BC026374 protein (S09 family) 0.0421 0.1308 0.1308
Loa Loa (eye worm) hypothetical protein 0.0421 0.1308 0.1308
Echinococcus granulosus neuroligin 0.0421 0.1308 0.1308

Activities

Activity type Activity value Assay description Source Reference
Agonism (functional) = 1 Antagonistic activity of the compound against scopolamine induced behavioral deficits in mice ChEMBL. 8558529
ED50 (functional) = 5.4 mg kg-1 Effective dose against administration in mice ChEMBL. 8558529
ED50 (functional) = 5.4 mg kg-1 Effective dose against administration in mice ChEMBL. 8558529
IC50 (binding) uM Inhibitory activity of the compound against [3H]-WB-4101 binding to Alpha-1 adrenergic receptor in rat whole brain membrane; Not tested ChEMBL. 8558529
IC50 (binding) 0 uM Inhibitory activity of the compound against [3H]-WB-4101 binding to Alpha-1 adrenergic receptor in rat whole brain membrane; Not tested ChEMBL. 8558529
IC50 (functional) = 0.43 uM Inhibitory activity against norepinephrine (NE) uptake in rat whole brain synaptosome preparation ChEMBL. 8558529
IC50 (functional) = 0.43 uM Inhibitory activity against norepinephrine (NE) uptake in rat whole brain synaptosome preparation ChEMBL. 8558529
IC50 (binding) = 0.63 uM Inhibitory activity against [3H]-clonidine binding to Alpha-2 adrenergic receptor in rat cortex ChEMBL. 8558529
IC50 (binding) = 0.63 uM Inhibitory activity against [3H]-clonidine binding to Alpha-2 adrenergic receptor in rat cortex ChEMBL. 8558529
IC50 (binding) = 1.5 uM Inhibition of [3H]-quinuclidinyl benzilate (QNB) binding from rat forebrain membranes in the presence of Zn ChEMBL. 8558529
IC50 (binding) = 1.5 uM Inhibition of [3H]-quinuclidinyl benzilate (QNB) binding from rat forebrain membranes in the presence of Zn ChEMBL. 8558529
IC50 (binding) = 4 uM Inhibition of [3H]-quinuclidinyl benzilate (QNB) binding from rat forebrain membranes in the absence of Zn ChEMBL. 8558529
IC50 (binding) = 4 uM Inhibition of [3H]-quinuclidinyl benzilate (QNB) binding from rat forebrain membranes in the absence of Zn ChEMBL. 8558529
IC50 (binding) = 62 uM Inhibitory activity against acetylcholinesterase in rat striatal preparation ChEMBL. 8558529
IC50 (binding) = 62 uM Inhibitory activity against acetylcholinesterase in rat striatal preparation ChEMBL. 8558529
Ratio (binding) = 2.7 Ratio of inhibitory activity against [3H]-quinuclidinyl benzilate (QNB) binding in the abesence of Zn to in the presence of Zn ChEMBL. 8558529
Ratio (binding) = 2.7 Ratio of inhibitory activity against [3H]-quinuclidinyl benzilate (QNB) binding in the abesence of Zn to in the presence of Zn ChEMBL. 8558529
Response (functional) = 23 % Antagonistic activity of the compound against scopolamine induced behavioral deficits in mice at dose 0.04 mg/kg sc ChEMBL. 8558529
Response (functional) = 23 % Antagonistic activity of the compound against scopolamine induced behavioral deficits in mice at dose 0.04 mg/kg sc ChEMBL. 8558529

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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